Glycan Tagging to Produce Bioactive Ligands for a Surface Plasmon Resonance (SPR) Study via Immobilization on Different Surfaces.

F.J MUÑOZ, J. PEREZ, A. RUMBERO, J.I. SANTOS, F.J. CAÑADA, S. ANDRE, H.J. GABIUS, J. JIMENEZ-BARBAERO, J.V. SINISTERRA, M.J. HERNAIZ.

Departamento de Quimica Organica y Farmaceutica, Universidad Complutense de Madrid, Plaza Ramon y Cajal s/n. 28040 Madrid, Spain
Departamento de Quimica Organica, Universidad Autonoma de Madrid, Campus de Cantoblanco, 28049 Madrid, Spain

Departamento de Ciencia de Proteinas, CIB-CSIC, c/Ramiro de Maeztu 9, 28040 Madrid, Spain, Institut fur Physiologische Chemie, Tierarztliche Fakultat, Ludwig-Maximilians-Universitat, Munchen, Veterinarstr 13, 80539 Munchen, Germany

Servicio de Biotransformaciones Industriales, Parque Cientifico de Madrid C/Santiago Grisolia, 28760 Tres Cantos, Spain & Servicio de Interacciones Biomoleculares, Parque Cientifico de Madrid, Pz/Ramon y Cajal s/n. 28040 Madrid, Spain.

Suitable glycan derivatives will find immediate application in the study of their interactions. Here, we present an efficient synthetic strategy to introduce a fluorescent tag functionalized with an amino group into a model disaccharide structure (lactose). This strategy led to the maintenance of bioactivity, checked by the study of the interaction of this bioconjugate with a plant lectin (mistletoe lectin 1) by NMR spectroscopy, computational docking, and surface plasmon resonance (SPR). To demonstrate the versatility of this approach, we immobilized the new glycan derivatives on different surfaces, and a comparative analysis is presented and can be successfully used for biomimetic carbohydrate-protein interaction studies on the SPR biochip.

http://dx.doi.org/10.1021/bc800350q